There are 7 ways to get from Winnipeg to Massachusetts by plane, train, bus, car, or train (Amtrak)
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Fly to Boston Logan Airport
best- Fly from Winnipeg J. A. Richardson International Airport (YWG) to Boston Logan Airport (BOS)plane YWG - BOS
8h 33m$135–605Fly to Theodore Francis Green State Airport, train
cheapest- Fly from Winnipeg J. A. Richardson International Airport (YWG) to Theodore Francis Green State Airport (PVD)plane YWG - PVD
- Take the train from TF Green Airport to South Stationtrain
11h 16m$106–448Train, bus
- Take the train from Winnipeg to Toronto Union Stationtrain
- Take the bus from Toronto to Buffalobus
- Take the bus from Buffalo to Bostonbus
2d 6h$423–821Drive 1,674.2 mi
- Drive from Winnipeg to Bostoncar 1,674.2 mi
33h 59m$345–498Fly to Bradley International Airport, train
- Fly from Winnipeg J. A. Richardson International Airport (YWG) to Bradley International Airport (BDL)plane YWG - BDL
- Take the train from Hartford Amtrak Station to Springfieldtrain
10h 34m$198–876Train
- Take the train from Winnipeg to Toronto Union Stationtrain
- Take the train from Toronto Union Station to Albanytrain
- Take the train from Albany-Rensselaer Amtrak Station to Bostontrain
2d 7h$531–1,102Train, bus via Ithaca
- Take the train from Winnipeg to Toronto Union Stationtrain
- Take the bus from Toronto to Ithacabus
- Take the bus from Ithaca to Bostonbus
2d 8h$421–817
Winnipeg to Massachusetts by train and bus
Comparing Your Travel Options
The cheapest way to get from Winnipeg to Massachusetts is to fly and train which costs $100 - $450 and takes 11h 16m.
The fastest way to get from Winnipeg to Massachusetts is to fly which takes 8h 33m and costs $130 - $650.
No, there is no direct train from Winnipeg to Massachusetts. However, there are services departing from Winnipeg and arriving at Boston via Toronto Union Station and Albany-Rensselaer Amtrak Station. The journey, including transfers, takes approximately 2 days 7h.
The distance between Winnipeg and Massachusetts is 1365 miles. The road distance is 1684 miles.
The best way to get from Winnipeg to Massachusetts without a car is to train and bus which takes 2 days 6h and costs $420 - $850.
It takes approximately 8h 33m to get from Winnipeg to Massachusetts, including transfers.
Winnipeg to Massachusetts train services, operated by VIA Rail, depart from Winnipeg station.
The best way to get from Winnipeg to Massachusetts is to fly which takes 8h 33m and costs $130 - $650. Alternatively, you can train, which costs $500 - $1,100 and takes 2 days 7h.
Winnipeg to Massachusetts train services, operated by VIA Rail, arrive at Toronto Union Station.
Yes, the driving distance between Winnipeg to Massachusetts is 1684 miles. It takes approximately 33h 59m to drive from Winnipeg to Massachusetts.
What companies run services between Winnipeg, MB, Canada and Massachusetts, USA?
Air Canada, Delta, and three other airlines fly from Winnipeg J. A. Richardson International Airport (YWG) to Boston Logan Airport (BOS) every 3 hours. Alternatively, you can take a train from Winnipeg to Boston via Toronto Union Station, Albany, and Albany-Rensselaer Amtrak Station in around 2d 7h.
- Website
- united.com
Flights from Winnipeg J. A. Richardson International Airport to Boston Logan Airport via Toronto
- Ave. Duration
- 6h 12m
- When
- Every day
- Estimated price
- $130–600
Flights from Winnipeg J. A. Richardson International Airport to Boston Logan Airport via Chicago O'Hare
- Ave. Duration
- 6h 15m
- When
- Every day
- Estimated price
- $140–650
Flights from Winnipeg J. A. Richardson International Airport to Bradley International Airport via Chicago O'Hare
- Ave. Duration
- 6h 32m
- When
- Every day
- Estimated price
- $190–850
Flights from Winnipeg J. A. Richardson International Airport to Bradley International Airport via Toronto, Washington Dulles
- Ave. Duration
- 8h 51m
- When
- Every day
- Estimated price
- $200–900
Flights from Winnipeg J. A. Richardson International Airport to Theodore Francis Green State Airport via Chicago O'Hare
- Ave. Duration
- 6h 12m
- When
- Every day
- Estimated price
- $95–430
Flights from Winnipeg J. A. Richardson International Airport to Theodore Francis Green State Airport via Toronto, Washington Dulles
- Ave. Duration
- 9h 31m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $100–450
- Website
- aircanada.com
Flights from Winnipeg J. A. Richardson International Airport to Boston Logan Airport via Toronto
- Ave. Duration
- 6h 12m
- When
- Every day
- Estimated price
- $130–600
Flights from Winnipeg J. A. Richardson International Airport to Boston Logan Airport via Montreal
- Ave. Duration
- 6h 4m
- When
- Every day
- Estimated price
- $130–600
Flights from Winnipeg J. A. Richardson International Airport to Bradley International Airport via Toronto, Washington Dulles
- Ave. Duration
- 8h 51m
- When
- Every day
- Estimated price
- $200–900
Flights from Winnipeg J. A. Richardson International Airport to Theodore Francis Green State Airport via Chicago O'Hare
- Ave. Duration
- 6h 12m
- When
- Every day
- Estimated price
- $95–430
Flights from Winnipeg J. A. Richardson International Airport to Theodore Francis Green State Airport via Toronto, Washington Dulles
- Ave. Duration
- 10h 43m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $100–450
- Website
- delta.com
Flights from Winnipeg J. A. Richardson International Airport to Boston Logan Airport via Minneapolis
- Ave. Duration
- 6h 20m
- When
- Every day
- Estimated price
- $140–650
Flights from Winnipeg J. A. Richardson International Airport to Boston Logan Airport via Atlanta
- Ave. Duration
- 6h 44m
- When
- Monday
- Estimated price
- $270–1,400
Flights from Winnipeg J. A. Richardson International Airport to Bradley International Airport via Minneapolis
- Ave. Duration
- 5h 46m
- When
- Every day
- Estimated price
- $180–850
Flights from Winnipeg J. A. Richardson International Airport to Bradley International Airport via Atlanta
- Ave. Duration
- 8h 7m
- When
- Monday
- Estimated price
- $370–1,900
Flights from Winnipeg J. A. Richardson International Airport to Theodore Francis Green State Airport via Minneapolis
- Ave. Duration
- 7h 18m
- When
- Every day
- Estimated price
- $95–430
Flights from Winnipeg J. A. Richardson International Airport to Theodore Francis Green State Airport via Atlanta
- Ave. Duration
- 9h 52m
- When
- Monday
- Estimated price
- $180–900
- Website
- aa.com
Flights from Winnipeg J. A. Richardson International Airport to Theodore Francis Green State Airport via Toronto, Philadelphia
- Ave. Duration
- 7h 52m
- When
- Every day
- Estimated price
- $200–750
- Phone
- +1 888 842-7245
- Website
- VIA Rail
Train from Winnipeg to Toronto Union Station
- Ave. Duration
- 38h 59m
- Frequency
- Twice a week
- Estimated price
- $320–700
- Website
- VIA Rail
- Escape
- $320–650
- Business
- $370–600
- Business Plus
- $380–600
- Economy
- $350–700
- Economy Plus
- $390–700
Train from Winnipeg to Toronto Union Station
- Ave. Duration
- 38h 59m
- Frequency
- Twice a week
- Estimated price
- $320–700
- Website
- VIA Rail
- Escape
- $320–650
- Business
- $370–600
- Business Plus
- $380–600
- Economy
- $350–700
- Economy Plus
- $390–700
Train from Toronto Union Station to Albany
- Ave. Duration
- 9h 47m
- Frequency
- Once daily
- Estimated price
- $100–270
- Website
- VIA Rail
- Escape
- $100–240
- Business
- $140–260
- Business Plus
- $150–270
- Economy
- $120–250
- Economy Plus
- $130–260
Train from Winnipeg to Toronto Union Station
- Ave. Duration
- 38h 59m
- Frequency
- Twice a week
- Estimated price
- $320–700
- Website
- VIA Rail
- Escape
- $320–650
- Business
- $370–600
- Business Plus
- $380–600
- Economy
- $350–700
- Economy Plus
- $390–700
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Hartford Amtrak Station to Springfield
- Ave. Duration
- 37 min
- Frequency
- Every 3 hours
- Estimated price
- $14–22
- Website
- Amtrak
Train from Albany-Rensselaer Amtrak Station to Boston
- Ave. Duration
- 5h 5m
- Frequency
- Once daily
- Estimated price
- $110–170
- Website
- Amtrak
Train from TF Green Airport to South Station
- Ave. Duration
- 1h 29m
- Frequency
- Every 4 hours
- Estimated price
- $9–16
- Website
- Massachusetts Bay Transportation Authority
- Website
- MBTA: World Cup 2026
- Adult
- $9–16
- Phone
- +1 (855) 626-8585
- Website
- Flixbus USA
Bus from Toronto to Buffalo
- Ave. Duration
- 3h 20m
- Frequency
- 4 times a day
- Estimated price
- $17–25
- Schedules at
- Flixbus USA
Bus from Toronto to Ithaca
- Ave. Duration
- 7h 30m
- Frequency
- Twice daily
- Estimated price
- $40–65
- Schedules at
- Flixbus USA
Bus from Ithaca to Boston
- Ave. Duration
- 7h 55m
- Frequency
- 3 times a week
- Estimated price
- $60–90
- Schedules at
- Flixbus USA
Rome2Rio's guide to Greyhound USA
Contact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- Greyhound
Bus from Toronto to Buffalo
- Ave. Duration
- 2h 45m
- Frequency
- 3 times a day
- Estimated price
- $19–29
- Website
- Greyhound
Bus from Buffalo to Boston
- Ave. Duration
- 10h 5m
- Frequency
- Once daily
- Estimated price
- $85–130
- Website
- Greyhound
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Booking & Getting There
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